47173-80-8

Basic information

• Product Name: N-Boc-O-Benzyl-D-serine
• Synonyms: (2R)-2-(tert-butoxycarbonylamino)-3-(phenylmethoxy)propanoic acid;(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(phenylmethoxy)propanoic acid;(2R)-2-[(tert-butoxy-oxomethyl)amino]-3-(phenylmethoxy)propanoic acid;(2R)-3-(benzyloxy)-2-(tert-butoxycarbonylamino)propionic acid;L-Serine, N-((1,1-dimethylethoxy)carbonyl)-O-(phenylmethyl)-;Boc-D-Ser(Bzl)-OH, >=98%;O-Benzyl-N-(tert-butoxycarbonyl)-D-serine;Boc-O-benzyl-D-serine≥ 99.5% (HPLC)
• CAS NO: 47173-80-8
• Molecular Formula: C₁₅H₂₁NO₅
• Molecular Weight: 295.33
• EINECS: 245-820-1
• Product Categories: Amino Acids;Boc-Amino Acids and Derivative;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids;Boc-Amino acid series
• Mol File: 47173-80-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 58-60 °C(lit.)
• Boiling Point: 437.02°C (rough estimate)
• Flash Point: 229.7 °C
• Appearance: White/Powder
• Density: 1.1454 (rough estimate)
• Vapor Pressure: 4.07E-09mmHg at 25°C
• Refractive Index: -20 ° (C=2, 80% EtOH)
• Storage Temp.: 2-8°C
• Solubility: almost transparency in Methanol
• PKA: 3.53±0.10(Predicted)
• BRN: 2665080
• CAS DataBase Reference: N-Boc-O-Benzyl-D-serine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-O-Benzyl-D-serine(47173-80-8)
• EPA Substance Registry System: N-Boc-O-Benzyl-D-serine(47173-80-8)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-36-26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 47173-80-8(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

N-BOC-O-Benzyl-D-serine, is an amino acid derivative used in chemical synthesis and peptide chemistry.is used in preparation of substituted naphthyl thiadiazolidinones as protein tyrosine phosphatase degraders for treating cancer and metabolic diseases.

InChI:InChI=1/C15H21NO5/c1-15(2,3)21-14(19)16-12(13(17)18)10-20-9-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,16,19)(H,17,18)/p-1/t12-/m1/s1

Upstream product

• 3262-72-4 (R)-N-tert-butoxycarbonyl serine 
• 100-39-0 benzyl bromide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 10433-52-0 O-benzyl-D-serine 
• 5445-44-3 O-benzylserine 
• 3850-40-6 N-Boc-DL-serine 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 

Downstream Products

• 298713-03-8 N-Boc-O-benzyl-D,L-serine tetradecylamide 
• 170837-54-4 (R)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid benzyl ester 
• 79069-15-1 tert-butyl N-[(1S)-1-(benzyloxymethyl)-2-hydroxy-ethyl]carbamate 
• 180465-66-1 C₂₈H₃₇N₃O₆S 
• 185525-88-6 N-[1(R)-[(2,3-dihydrospiro[1H-indene-1,4'-piperidin]-1'-yl)carbonyl]-2-(phenylmethyloxy)ethyl]carbamic acid 1,1-dimethylethyl ester 
• 448960-05-2 [2-benzyloxy-1-(6-octyl-1H-benzoimidazol-2-yl)-ethyl]-carbamic acid tert-butyl ester 
• 910908-85-9 (1R)-[1-[(3,5-dimethylpyrazol-1-yl)-carbonyl]-2-benzyloxyethyl]carbamic acid tert-butyl ester 
• 192723-29-8 (S)-2-((R)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-3-phenyl-propionic acid methyl ester 

Relevant articles and documents

Subtype-Specific Agonists for NMDA Receptor Glycine Binding Sites

A series of analogues based on serine as lead structure were designed, and their agonist activities were evaluated at recombinant NMDA receptor subtypes (GluN1/2A-D) using two-electrode voltage-clamp (TEVC) electrophysiology. Pronounced variation in subunit-selectivity, potency, and agonist efficacy was observed in a manner that was dependent on the GluN2 subunit in the NMDA receptor. In particular, compounds 15a and 16a are potent GluN2C-specific superagonists at the GluN1 subunit with agonist efficacies of 398% and 308% compared to glycine. This study demonstrates that subunit-selectivity among glycine site NMDA receptor agonists can be achieved and suggests that glycine-site agonists can be developed as pharmacological tool compounds to study GluN2C-specific effects in NMDA receptor-mediated neurotransmission.

PYRROLOPYRROLONES ACTIVE AS KINASE INHIBITORS

Compounds represented by formula (I) wherein A, R1, R2, R3, and R4 are as defined in the specification, compositions thereof, and methods of use thereof.

Synthesis and biophysical studies of modified oligonucleotides containing acyclic amino alcohol nucleoside analogs

Novel serine derivative of thymine was prepared and incorporated into oligonucleotides. These modified oligonucleotides were studied for their binding affinity with complementary DNA/RNA.